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[ CAS No. 146137-72-6 ] {[proInfo.proName]}

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Type HazMat fee for 500 gram (Estimated)
Excepted Quantity USD 0.00
Limited Quantity USD 15-60
Inaccessible (Haz class 6.1), Domestic USD 80+
Inaccessible (Haz class 6.1), International USD 150+
Accessible (Haz class 3, 4, 5 or 8), Domestic USD 100+
Accessible (Haz class 3, 4, 5 or 8), International USD 200+
3d Animation Molecule Structure of 146137-72-6
Chemical Structure| 146137-72-6
Chemical Structure| 146137-72-6
Structure of 146137-72-6 * Storage: {[proInfo.prStorage]}
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Product Details of [ 146137-72-6 ]

CAS No. :146137-72-6 MDL No. :MFCD07371506
Formula : C7H4FIO Boiling Point : -
Linear Structure Formula :- InChI Key :DUCCBZWPROUBNU-UHFFFAOYSA-N
M.W : 250.01 Pubchem ID :11096976
Synonyms :

Calculated chemistry of [ 146137-72-6 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 10
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.0
Num. rotatable bonds : 1
Num. H-bond acceptors : 2.0
Num. H-bond donors : 0.0
Molar Refractivity : 44.5
TPSA : 17.07 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.31 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.57
Log Po/w (XLOGP3) : 2.13
Log Po/w (WLOGP) : 2.66
Log Po/w (MLOGP) : 2.79
Log Po/w (SILICOS-IT) : 3.37
Consensus Log Po/w : 2.5

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -3.11
Solubility : 0.194 mg/ml ; 0.000776 mol/l
Class : Soluble
Log S (Ali) : -2.12
Solubility : 1.9 mg/ml ; 0.00759 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.58
Solubility : 0.0658 mg/ml ; 0.000263 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 2.0 alert
Leadlikeness : 0.0
Synthetic accessibility : 1.76

Safety of [ 146137-72-6 ]

Signal Word:Danger Class:6.1
Precautionary Statements:P301+P310 UN#:2811
Hazard Statements:H301 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 146137-72-6 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Upstream synthesis route of [ 146137-72-6 ]
  • Downstream synthetic route of [ 146137-72-6 ]

[ 146137-72-6 ] Synthesis Path-Upstream   1~6

  • 1
  • [ 1121-86-4 ]
  • [ 68-12-2 ]
  • [ 146137-72-6 ]
YieldReaction ConditionsOperation in experiment
66%
Stage #1: With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 2 h;
Stage #2: at -78℃; for 0.5 h;
Step:1 To a solution of l -fluoro-3-iodobenzene (5.00 g, 22.5 mmol) in THF (50 mL), was added lithium diisopropylamide (17.0 mL, 33.7 mmol) dropwise at -78 °C. After being stirred at -78 °C for 2 hours, N N-dimethylformamide (4.90 g, 67.5 mmol) was added and the resulting mixture was stirred at -78 °C for another 30 min. The reaction mixture was then treated with aq. solution of ammonium chloride (20 mL) and water (30 mL), extracted with diethyl ether (3 x 30 mL). The combined organic layers were washed with 2 Ν hydrochloric acid (20 mL) and brine (20 mL), dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure and the residue was purified by column chromatography on silica gel eluting with petroleum/ethyl acetate (100:1 to 50:1) to give the desired product (3.7 g, 66percent yield). lU NMR (DMSO-i¼ , 500 MHz): δ 10.01 (s, 1H), 7.89 - 7.79 (m, 1H), 7.44 - 7.40 (m, 2H).
66%
Stage #1: With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 2 h;
Stage #2: at -78℃; for 0.5 h;
Step 1: To a solution of 1 -fluoro-3-iodobenzene (5.00 g, 22.5 mmol) in THF (50 mE), was added lithium diisopropylamide (17.0 mE, 33.7 mmol) dropwise at —78° C. After being stirred at —78° C. for 2 hours, N,N-dimethylformamide (4.90 g, 67.5 mmol) was added and the resulting mixture was stirred at —78° C. for another 30 mm. The reaction mixture was then treated with aq. solution of ammonium chloride (20 mE) and water (30 mE), extracted with diethyl ether (3x30 mE). The combined organic layers were washed with 2 N hydrochloric acid (20 mE) and brine (20 mE), dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure and the residue was purified by column chromatography on silica gel eluting with petroleuml ethyl acetate (100:1 to 50:1) to give the desired product (3.7 g, 66percentyield). 1HNMR(DMSO-d5, 500MHz): ö 10.01 (s, 1H),7.89-7.79 (m, 1H), 7.44-7.40 (m, 2H).
Reference: [1] Patent: WO2013/41539, 2013, A1, . Location in patent: Page/Page column 55; 56
[2] Patent: US2014/206702, 2014, A1, . Location in patent: Paragraph 0277
[3] Chemistry - A European Journal, 2013, vol. 19, # 27, p. 8875 - 8883
[4] Tetrahedron Letters, 1992, vol. 33, # 49, p. 7499 - 7502
[5] Bioorganic and Medicinal Chemistry Letters, 2005, vol. 15, # 12, p. 2998 - 3001
[6] Organic Letters, 2008, vol. 10, # 13, p. 2721 - 2724
[7] Patent: WO2004/99206, 2004, A1, . Location in patent: Page 9
[8] Bioorganic and Medicinal Chemistry Letters, 2017, vol. 27, # 1, p. 1 - 5
  • 2
  • [ 911825-94-0 ]
  • [ 146137-72-6 ]
Reference: [1] Organic Letters, 2018, vol. 20, # 2, p. 345 - 348
[2] Organic Letters, 2015, vol. 17, # 9, p. 2058 - 2061
[3] Organic Letters, 2018, vol. 20, # 17, p. 5190 - 5193
  • 3
  • [ 79544-29-9 ]
  • [ 146137-72-6 ]
Reference: [1] Patent: US6340759, 2002, B1, . Location in patent: Example 233
  • 4
  • [ 109-72-8 ]
  • [ 1121-86-4 ]
  • [ 108-18-9 ]
  • [ 68-12-2 ]
  • [ 146137-72-6 ]
Reference: [1] Patent: US6670373, 2003, B1, . Location in patent: Page column 52
  • 5
  • [ 111771-08-5 ]
  • [ 146137-72-6 ]
Reference: [1] Organic Letters, 2018, vol. 20, # 2, p. 345 - 348
[2] Organic Letters, 2018, vol. 20, # 17, p. 5190 - 5193
  • 6
  • [ 2365-48-2 ]
  • [ 146137-72-6 ]
  • [ 146137-85-1 ]
Reference: [1] Tetrahedron Letters, 1992, vol. 33, # 49, p. 7499 - 7502
[2] Bioorganic and Medicinal Chemistry Letters, 2005, vol. 15, # 12, p. 2998 - 3001
[3] Bioorganic and Medicinal Chemistry Letters, 2017, vol. 27, # 1, p. 1 - 5
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